Family-friendly holiday rentals in Hilton Head Island

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!

Sunshine E Day. 5 minute walk to the beach!

3 bedroom 2 bathroom townhouse. One of 2 units provides privacy and a quiet stay. 5 minute walk to a quiet north beach walk across in The Sanctuary area. Very short walk to shops, and restaurants. No busy streets to cross. Parking in garage and driveway. Large garage for storing beach gear. Convenient exterior shower. Spacious living room open to fully equipped kitchen. Huge covered porch with seating for 7. Dogs allowed with approval and $100 pet cleaning fee. No state or city taxes charged.

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated standalone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a fully stocked kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Summer is here! Sun and Sand in Tybee

Come check out the new updates to our pool!! Plus lots of new stuff just added! Brand new bed, sheets and comfy pillows in the bedroom. Brand new bathtub and shower. Kitchen is equipped with everything you need. Basics like plates and utensils as well as a toaster, blender, a George Foreman grill and more!. New 43 inch TV in the living area and another one in the bedroom. The condo is steps away from the pool & beach for a family of 4 or 2 couples. HIGH SPEED WIRELESS INTERNET and more!!

Grand Views! Beautiful, Renovated, Walk to Beach!

Welcome to your perfect Hilton Head Island getaway! Modern, beautifully renovated two-bed bed/2 two-bath condo, top floor, walking distance to the beach with Panoramic Ocean Views! Ideal for families, couples, girls' weekends, and golf enthusiasts! Enjoy amazing sunrises from the patio. Located in a gated complex with access to the most beautiful beach in all of Hilton Head Island via a private boardwalk. Easy keyless entry, located in Building 2. Superhost where hospitality is #1!

Walk to Beach - 3 Pools - Central Location!

Recently updated 2 bedrooms, 2 baths, and a full kitchen! Located in the center of Hilton Head Island close to all the wonderful bike trails, restaurants, shopping, and famous golf! In a gated community full of amenities: - Boardwalk to the beach 🏖️ 🌊☀️🐚 - 2 outdoor pools (1 heated) 🤿 - Indoor pool (heated) ☔️ - Hot tub - 6 tennis & 2 pickleball courts 🎾 🏓 - Beachfront bar & grill 🍻 - Poolside bar & grill ⛱️ - Small fitness center 💪🏋️ - Sand Volleyball 🏐

Hilton Head Resort, 3 Bed Room, 2 Bath

Welcome to Hilton Head Resort. You get total privacy in this 3-bedroom, 2 bath unit and free access to all the amenities in this beach front resort. Open kitchen / living room with large dining table for eating and game time. Full Kitchen with granite counter tops, pots, pans, blender, and spices. Bedrooms and living room have a flat screen TV with cable and Free Internet. We provide linens and towels for your stay plus there is an in-unit Washer/Dryer.

Salty Sand-Close to the pool, steps to the beach!

Modern and cozy ocean-view villa with the pool view from the front door and ocean views from the patio! Recently renovated with plank flooring and shaker cabinets, this stylish retreat features a fully equipped kitchen, a queen bed in the bedroom, a queen sleeper sofa, and two child-sized bunks. Located in Seaside, an oceanfront complex, you're just a short walk from great shops, restaurants, and attractions—perfect for a relaxing beach getaway!

Mother's Day Month! Retro-Mod Family Beach Fun

Welcome to a Dwell-inspired midcentury decor. A minimalist condo designed to host your family in a bright and comfortable style. We have items for your travels with small children - High Chair, Pack-N-Play, Toys, books, and more so you can travel to the beach with less. Designed with care to host your small family. Sea, I Told You a trip to the beach is always a good idea.